(5-pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl)-methanol → [5-(5-Fluoro-pyridin-2-yl)-3-methyl-3H-[1,2,3]triazol-4-yl]-methanol

HRID 402387Notes

Reaction equation

HRID 402387 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[N:11][N:10]([CH2:13][Si](C)(C)C)[C:9]=2[CH2:18][OH:19])=[N:6][CH:7]=1.N1C=CC=CC=1C1N=NN(C[Si](C)(C)C)C=1CO>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[N:11][N:10]([CH3:13])[C:9]=2[CH2:18][OH:19])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67498211(5-pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl)-methanolHCID 67499018[5-(5-Fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol

Product 1

HCID 67499388[5-(5-Fluoro-pyridin-2-yl)-3-methyl-3H-[1,2,3]triazol-4-yl]-methanolYield 82.3%

Procedure

As described for example 25e, [5-(5-fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol (421 mg, 1.5 mmol), instead of (5-pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl)-methanol, was converted to the title compound (257 mg, 82%) which was obtained as a white solid. MS: m/e=209.1 [M+H]+.

Sources & evidence

ORD record
ord-b573b51fa4444109bc0abb36cef7c1d3
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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